Cyclotetradecaheptaene

Cyclotetradecaheptaene
Names
IUPAC name
(1E,3Z,5E,7Z,9E,11E,13Z)-cyclotetradeca-1,3,5,7,9,11,13-heptaene
Other names
[14]Annulene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C14H14
Molar mass 182.27 g·mol−1
Insoluble
Solubility in benzene Soluble
Hazards
Main hazards Flammable, reactive
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cyclotetradecaheptaene is an annulene with molecular formula C14H14. Although the conjugated ring contains 4n+2 electrons, it does not conform to Huckel's rule because it is not believed to adopt a planar conformation.[1] It is unstable due to ring strain.[2]

References

  1. ↑ G. M. Badger. Aromatic Character and Aromaticity. Cambridge University Press. p. 96.
  2. ↑ Sondheimer, Franz; Gaoni, Yehiel (1960). "Unsaturated Macrocyclic Compounds. XV. Cyclotetradecaheptaene". Journal of the American Chemical Society. 82 (21): 5765–5766. doi:10.1021/ja01506a061.


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